Werke



, UNITED STATES PATENT OFFICE.

HANS KUzEL, or HocHsT-oN-THE-uAIN, GERMANY, Assienon TO THE FARE- WERKE,VORMALS MEISTER, LUOIUS & BRuNING, OF SAME PLACE.

AMlDO-OXYNAPHTHALINE DISULPHONICACID.

SPECIFICATION forming part of Letters Patent No. 458,286, dated August25, 1891.

Application filed January 20, 1891. Serial No. 378,399. (Specimens)Patented in Germany September 7,1889,N0. 53,023; I in England September26, 1889, No. 15,175, and in France November 5, 1889, No. 201,742.

To all whom it may concern.-

Be it known that I, HANS KUZEL, doctor of philosophy, a citizen of theEmpire of Germany, residing at Hdchst-on-theMain, in the Empire ofGermany, have invented certain new and useful Improvements in theProduction of Amido Oxynaphthaline Disulphonic Acid; and I do herebydeclare the following to be a full, clear, and exact description of thein- I vention, such as will enable others skilled in the art to which itappertains to make and use the same.

This invention relates to the production of amido oxynaphthalinedisulphonic acid by heating alpha naphthylamine trisulphonic acid withcaustic alkalies, for which I have obtained patents in GermanyNo.-53,023, dated Septcmber'i, 1889; in England, 15,17 5, datedSeptember 26, 1889, and in France, 201,742,

2 dated November 5, 1889. In the alpha-naphthylamine trisulphonic acidwhich is obtained from the naphthaline trisulphonic acid of the GermanLetters Patent No. 38,281 by nitration and reduction may be replacedsuccessively two sulpho groups by hyd-roxyl groups by melting ittogether with caustic alkalies. In this manner are formed in the firststage amido-oxynaphthaline disulphonates.

In carrying out my invention I proceed,for

example, as follows: One hundred parts, by weight, ofalpha-trisulphonate of sodium are well mixed with fifty parts, byweight, of water and two hundred parts, by weight, of caustic soda andheated to 220 to 260 centigrade.

The transposition begins at 200 to 210 centigrade; but at temperaturesbelow 230 centigrade it requires a rather long time-twelve to eighteenhoursfor completion. Then the temperature is raised to 2&0 to 260centigrade, the melt takes a red color and begins to foam violently. Ashort time after, from a quarter to half an hour, the foaming ceases andthe melt thickens. At this stage the conversion of thealpha-naphthylamine trisulphonic acid into amido-oxynaphthalinedisulphonic acid is complete. In order to liberate this body, the meltis dissolved in water strongly acidulated with hydrochloric acid andleft to crystallize. The acid sodium salt of the new compound isdeposited in the form of a white micro-crystalline precipitate. Thesolution of the amido-oxynaphthaline sulphonate may, however, be useddirectly for other purposes after being freed from the sul phurous acid.The free amido-oxyuaphtha- 5 5' line disulphonic acid, as well as itssalts, are very readily soluble in water.

The acid has the formula:

Nu, on soar The acid sodium salt has the formula:

NH OH SO Na SO H The acid and its salts in solution show a vio- 7olet-blue fluorescence, which turns blue-green on the addition of analkali. By ferric chloride is produced in a solution of the acid or itssalts a dark brown coloration which is rendered more intense by anexcess. A solution of chloride of lime produces a similar coloration;but on the addition of an excess it disappears completely after a shorttime, whereas the amido oxynaphthaline disulphonic acids at presentknownare not diazotable, (\Vitt. B. D. D. Chem, Gesellschaft, XXI, p. 3,474.)The amido-oxynaphthaline disulphonic acid beingthe object of thisinvention is converted easily by means of nitrous acid into a diazocompound of light-yellow color and of ratherdifficultsolubilityin water.Combined with diazo compounds and tetrazo compounds in manner like, forexample, naphthol disulphonic acid it furnishes in alkaline or aceticsolution azo coloringanattcrs.

For the sodium salt may be substituted some other salt, for thecausticsoda some other alkali, and instead of closed vessels open vessels maybe used.

The temperature employed aud'the dura- 5 tion of the operation varyaccording to the larger orsmaller quantity of alkali used.

What I claim as new and my invention is Th e new amido-oxynaphthalinedisulphonic acid which crystallizes in long pearly needles I00 that drywith difficulty and are derived from In testimony whereof I affix mysigma-tore in naphthylaminetrisuiphonic acid. Itis slightpresence of twoWitnesses. 1y soluble in alcohol, ligroine, and ether, easily soluble inwater with violet fluorescence, HANS KUZEL. 5 turning green by theaddition of alkali, turning brown by ferric chloride and bleaehing-\Vitnesses:

powder, but an excess of the latter decolor- JOSEF REVERDY,

izes it HEINRICH HAHN.

